Talbot County MD Homes for Sale

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  /47

  $511,550

  $13K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft

  3853 Rumsey Dr, Trappe, MD 21673

  Beautiful home offering 4 generous bedrooms with 2 baths featuring new commercial grade LVP flooring throughout the main floor, custom kitchen cabinets with pantry, automatic under counter lighting, slow close cabinets, luxury tile in bathroom and laundry room, all new stainless steel appliances, custom walk-in shower with bench, new vanity, and multiple shower heads. Second bathroom has been

  Bryan Wieland Benson & Mangold, LLC

  3853 Rumsey Dr, Trappe, MD 21673
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  /51

  $492,440

  New Construction $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,340 Sq Ft

  231 Silver Lake Ln, Trappe, MD 21673

  Brand‐new Torrington with a main‐level primary bedroom—now under construction and available for a fall move‐in!This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms and presents a rare opportunity to personalize your interior selections while construction is underway. Choose your own cabinetry, countertops, and flooring and create a home that truly reflects your style.The

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  231 Silver Lake Ln, Trappe, MD 21673
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  /11

  $115,000

  • Land
  • 2.41 Acres
  • $47,718 per Acre

  13433 LOT 1 Ocean Gateway, Queen Anne, MD 21657

  Great Potential for this cleared lot !! , attention Investors , builders, or someone who wants to build the house of their dreams. 2.41 cleared Flat acres off of Rt 50, . Lot ready to be built . Lot has right of way through lot #2Buyer responsible for doing diligent research on this residential lot and or other land use .

  Jorge Pizarro Samson Properties

  13433 LOT 1 Ocean Gateway, Queen Anne, MD 21657
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  /80

  $480,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,342 Sq Ft

  7449 Kevin Ave, Easton, MD 21601

  Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designed for comfortable everyday living.Recent updates include fresh interior paint, new carpet, a new roof (2025), and a new HVAC system (2022). The main-level primary suite features a custom walk-in closet and private bath, while

  Coard Benson Benson & Mangold, LLC

  7449 Kevin Ave, Easton, MD 21601
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  /43

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft

  6280 Bellevue Rd, Royal Oak, MD 21662

  This beautifully maintained 3-bedroom, 3-bathroom home is special the second you pull into the driveway. Situated on nearly an acre in a private and peaceful setting. When you enter the front door, you will be drawn to the large screen porch ion the rear of the home and you are also greeted by a generous living room with two fireplaces. The kitchen is large and functional with plenty of space for

  Jim Corson Benson & Mangold, LLC

  6280 Bellevue Rd, Royal Oak, MD 21662
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  /52

  $3,995,000

  $400K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 5,062 Sq Ft

  27029 Miles River Rd, Easton, MD 21601

  Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort andefficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an

  Chuck Mangold Benson & Mangold, LLC

  27029 Miles River Rd, Easton, MD 21601
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  /44

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 3,429 Sq Ft

  2669 Ocean Gateway, Trappe, MD 21673

  Enjoy the serenity of country living just minutes from both downtown Easton and Cambridge! This spacious four bedroom, two and a half bath home offers over 3,400 square feet of living space and sits on nearly an acre (.96+/-) with covered front porch and nice rear deck with views of open fields/farmland. This solid house offers a comfortable layout on both levels and it's perfect for both

  Barbara Watkins Benson & Mangold, LLC

  2669 Ocean Gateway, Trappe, MD 21673
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  /71

  $899,000

  $96K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,655 Sq Ft

  21552 Chicken Point Rd, Tilghman, MD 21671

  Located minutes from St. Michaels this waterfront property is a boater's dream. Tilghman, is a small island big on history, nature and local lore. Situated just over the Knapps Narrows Bridge this home offers a main house with first floor primary suite. The first floor is open with custom details and just perfect for hosting friends and family. A custom spiral staircase leads to a second floor

  Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

  21552 Chicken Point Rd, Tilghman, MD 21671
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  /2

  $160,000

  • Land
  • 3,920 Sq Ft
  • $1,777,778 per Acre

  20 S Aurora St, Easton, MD 21601

  Lot has been approved by the Historic commission and exterior plans available , Easton Board of zoning appeal is approved for Variances to lot lines setback and approved for Duplex of up to 1200 feet per unit .Off street parking approved by BOZA for two cars.. Lane Engineering approved drawings available...Easton Utilities has approved all services to lot......Sidewalks and curb already completed

  Zebulon Stafford Stafford-Stafford Real Estate

  20 S Aurora St, Easton, MD 21601
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  /53

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  7351 Casey Ave, Easton, MD 21601

  Welcome to Easton's premiere 55+ community with mature trees and sidewalks and ton of amenities! Bright and open with first floor primary suite, this Newcomb model on a large corner lot offers ease of living with just the right amount of space. The two-story entry welcomes you with a light and spacious feel. The home features wood floors throughout the first floor and 10-foot ceilings. The sunny

  Jean Tullier Coldwell Banker Realty

  7351 Casey Ave, Easton, MD 21601
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  /57

  $479,000

  $111K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  8000 Bozman Neavitt Rd, Bozman, MD 21612

  Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original

  Kim Crouch Ozman Benson & Mangold, LLC

  8000 Bozman Neavitt Rd, Bozman, MD 21612
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  /66

  $1,595,000

  • 4 Beds
  • 3 Baths
  • 2,852 Sq Ft

  28674 Edgemere Rd, Easton, MD 21601

  Nestled on Peachblossom Creek in Easton is a property that won’t disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access

  Barbara Watkins Benson & Mangold, LLC

  28674 Edgemere Rd, Easton, MD 21601
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  /25

  $489,990

  New Construction

  • 3 Beds
  • 1 Bath
  • 2,137 Sq Ft

  1549 Lake Tahoe Dr, Trappe, MD 21673

  The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

  Brookfield Residential Builder

  1549 Lake Tahoe Dr, Trappe, MD 21673
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  /50

  $473,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  HANOVER Plan at Gannon Range, Easton, MD 21601

  The Hanover, a contemporary 2,804 square feet two-story home, features four bedrooms, two and a half bathrooms, a flex room, a home office and a two-car garage.As you step into the distinct foyer you will appreciate the office with French doors that provides the perfect space for a home office or a private den. The flex room is versatile and could be used for a formal dining room or a

  D.R. Horton Builder

  8749 Harper Way Unit 36203249, Easton, MD 21601
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  /47

  $699,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft

  10118 Hiners Ln, Easton, MD 21601

  Beautiful 4-bedroom, 2-bathroom home on a 1+/- acre parcel with an additional 12.45+/- acre lot included—ideal for expansion, equipment storage, or future investment. The 48' x 60' pole barn features three overhead doors, providing ample space for tools, vehicles, and materials. Outside, enjoy an in-ground pool and a fully fenced backyard. The property is currently served by well and septic, but

  Jim Corson Benson & Mangold, LLC

  10118 Hiners Ln, Easton, MD 21601
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  /4

  $1,149,000

  • Land
  • 1.46 Acres
  • $786,986 per Acre

  9043 Ocean Gateway, Easton, MD 21601

  1.46 acre commercial lot fronting US Rt. 50 in Easton Commons. Finished street with utilities to site. Zoned CL. Perfect for restaurant and other retail uses. AADT of 35,000

  Alicia Gannon Dulin Benson & Mangold, LLC

  9043 Ocean Gateway, Easton, MD 21601
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  /119

  $1,945,000

  $50K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 4,089 Sq Ft

  228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663

  Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a

  Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

  228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
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  /40

  $695,000

  • 3 Beds
  • 3 Baths
  • 3,050 Sq Ft

  32930 Oyster Bank Terrace, Easton, MD 21601

  Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal

  Barbara Watkins Benson & Mangold, LLC

  32930 Oyster Bank Terrace, Easton, MD 21601
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  /61

  $1,379,800

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,332 Sq Ft

  7865 Pea Neck Rd, Saint Michaels, MD 21663

  Under construction by Laine Street Homes, this exceptional property offers over 3,300 sq ft of finished living space plus an additional 480 sq ft of covered outdoor living. Set on approximately 2 acres with mature trees and located just minutes from the heart of historic St. Michaels, the home blends privacy, luxury, and convenience. Designed with a main-level primary suite, the floor plan

  Jana Meredith Meredith Fine Properties

  7865 Pea Neck Rd, Saint Michaels, MD 21663
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  /62

  $989,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,469 Sq Ft

  204 Brookletts Ave, Easton, MD 21601

  Beautifully renovated, this turn-of-the-century home is ideally situated on Brookletts Avenue in Easton's sought-after Historic District. Designed to maximize natural light and fresh air, the home features a welcoming wraparound porch, along with a beautifully landscaped, fully fenced backyard complete with perennial gardens, a patio, and access to a two-car carriage/garage house with a renovated

  Jana Meredith Meredith Fine Properties

  204 Brookletts Ave, Easton, MD 21601
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  /3

  $210,500

  • Land
  • 14,810 Sq Ft
  • $619,118 per Acre

  313 N Aurora St, Easton, MD 21601

  Redevelopment opportunity. Unique zoning of CB district allows for residential or commercial uses - such as offices , retail, etc. Building on site is a tear down. Build a mixed use building, or duplex, office with apartment , and more. New "boundary" and elevations survey recently completed - willing to offer to buyer.

  Larry Peseski Coldwell Banker Commercial CBH

  313 N Aurora St, Easton, MD 21601
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  /55

  $339,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,761 Sq Ft

  21524 Chicken Point Rd, Tilghman, MD 21671

  Live the Tilghman Island lifestyle just steps from the Chesapeake Bay. Perfectly positioned in the heart of historic Tilghman Island, this updated four-bedroom home offers the ability to enjoy one of Maryland's most authentic waterfront communities without the waterfront price tag. Walk to marinas, waterfront restaurants, charter fishing, Tilghman Wharf, and the iconic drawbridge, or spend your

  Debbie Lipscomb Benson & Mangold, LLC

  21524 Chicken Point Rd, Tilghman, MD 21671
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  /41

  $795,000

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft

  28713 Emanuel St, Easton, MD 21601

  This two-story Charleston-style Colonial is located in the desirable Cooke’s Hope Village community and sits on an oversized lot with a fenced side and rear yard. The property includes a spacious entry-level side porch, second-level balcony, lush seasonal gardens, and a private fenced brick courtyard with built-in speakers for music and a retractable awning—perfect for outdoor entertaining.

  Chuck Mangold Benson & Mangold, LLC

  28713 Emanuel St, Easton, MD 21601
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  /28

  $374,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,266 Sq Ft

  29053 Superior Cir, Easton, MD 21601

  Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. HVAC replaced in 2025. Additional features include multiple storage

  Alicia Gannon Dulin Benson & Mangold, LLC

  29053 Superior Cir, Easton, MD 21601
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  /12

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  505 Wheatley Dr, Easton, MD 21601

  Move-in ready, one-owner end-unit townhome built in 2022, proudly owner-occupied and meticulously maintained, located in the desirable Patriot Square community. This home offers 4 bedrooms and 2.5 bathrooms, with a primary suite and private bathroom on the main level, along with a convenient half bath—perfect for main-level living. The upper level features three additional bedrooms and one full

  Shay Prattis Keller Williams Realty

  505 Wheatley Dr, Easton, MD 21601
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  /76

  $7,900,000

  • 8 Beds
  • 5.5 Baths
  • 9,051 Sq Ft

  8612 Tilghman Island Rd, Wittman, MD 21676

  "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 114+-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated

  Laura Carney TTR Sotheby's International Realty

  8612 Tilghman Island Rd, Wittman, MD 21676
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  /28

  $454,990

  New Construction

  • 4 Beds
  • 1.5 Baths
  • 2,340 Sq Ft

  Torrington Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

  Step into refined living with The Torrington – an impeccably designed 2-level residence that seamlessly marries sophistication with functionality. A covered porch extends a gracious welcome. Upon entering is a living room that can be converted into a library or playroom to meet your needs. The heart of this residence lies in its open-concept kitchen, harmoniously connecting the dining room and

  Brookfield Residential Builder

  1254 Lake Michigan Unit 36578895, Trappe, MD 21673
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  /60

  $8,495,000

  • 6 Beds
  • 11 Baths
  • 17,402 Sq Ft

  8620 Bozman Neavitt Rd, Saint Michaels, MD 21663

  NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green,

  Doc Keane Washington Fine Properties, LLC

  8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
• 

  $554,990

  New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 1,795+ Sq Ft

  Sussex Plan at Tilghman on Chesapeake, Tilghman Island, MD 21671

  Gemcraft Homes Builder

  21600 Island Club Rd Unit 36449305, Tilghman Island, MD 21671
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  /81

  $1,000,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,043 Sq Ft

  13446 Blackberry Ln, Wye Mills, MD 21679

  Built in 2006 and meticulously maintained, this exceptional home offers 6,553 square feet of living space, including 4,463 square feet above grade and an additional 2,090 square feet in the finished walk-out basement with both interior and exterior access. Inside, a dramatic two-story foyer and soaring family room create an impressive sense of openness, while oversized windows fill the home with

  Dee Dee McCracken Coldwell Banker Realty

  13446 Blackberry Ln, Wye Mills, MD 21679
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  /108

  $5,850,000

  $1M PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 8,478 Sq Ft

  24390 Deep Neck Farm Ln, Royal Oak, MD 21662

  Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of

  Coard Benson Benson & Mangold, LLC

  24390 Deep Neck Farm Ln, Royal Oak, MD 21662
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  /27

  $399,000

  $11K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft

  331 Hollis Cir, Easton, MD 21601

  Nestled on a desirable corner lot in Easton, this charming 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and location. Just a short distance from a scenic walking trail, it’s ideal for those who enjoy outdoor strolls, morning jogs, or peaceful evenings surrounded by nature.Inside, the home features a functional and inviting layout with spacious living areas,

  Wes Russum Coldwell Banker Chesapeake Real Estate Company

  331 Hollis Cir, Easton, MD 21601
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  /49

  $895,000

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  8020 Easton Village Dr, Easton, MD 21601

  Effortless Lifestyle — Deeded Boat Slip with Lift in Easton VillageTucked into one of Talbot County’s most coveted waterfront community, 8020 Easton Village Drive delivers what Eastern Shore buyers search for: a deeded boat slip with electric lift on the Tred Avon, a turn-key home, and close proximity to historic downtown Easton. This 5-bedroom, 3.5-bath Colonial offers a wraparound covered

  Chuck Mangold Benson & Mangold, LLC

  8020 Easton Village Dr, Easton, MD 21601
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  /17

  $1,650,000

  • Land
  • 11.87 Acres
  • $139,006 per Acre

  0 Calvert St, Easton, MD 21601

  Prime Development Opportunity in Downtown Easton – Part of the original 1963 Calvert Terrace subdivision, offers an exceptional in-town development prospect just two blocks from Route 50/Ocean Gateway and minutes from downtown Easton. Situated adjacent to an established residential neighborhood, this land combines location and potential for a variety of development projects. The property includes

  Coard Benson Benson & Mangold, LLC

  0 Calvert St, Easton, MD 21601
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  /28

  $12,000,000

  • 3 Beds
  • 2 Baths
  • 2,397 Sq Ft

  29587 Matthewstown Rd, Easton, MD 21601

  124 +/- acres on the edge of Easton Md town limits. Farm is currently in row crop production. Situated between Matthewstown Run and Waylands subdivisions, this property is ideal for development potential located in priority areas two and three of Easton's Comprehensive Plan Growth Map. BUYER'S RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

  Shawn Moore Meredith Fine Properties

  29587 Matthewstown Rd, Easton, MD 21601
• 

  /2

  $415,000

  • 4 Beds
  • 2.5 Baths
  • 2,671 Sq Ft

  29141 Superior Cir, Easton, MD 21601

  Professional photos coming soon! Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests.The spacious main-level primary suite features a walk-in closet and a

  Jennifer Angel-Fuhlman Coldwell Banker Realty

  29141 Superior Cir, Easton, MD 21601
• 

  

  /49

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  8862 Roundhouse Cir, Easton, MD 21601

  Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade Koi ponds with water features. Who needs a sound

  Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  8862 Roundhouse Cir, Easton, MD 21601
• 

  

  /19

  $169,000

  • Land
  • 8,712 Sq Ft
  • $845,000 per Acre

  105 Tilghman St, Oxford, MD 21654

  Oxford Lot in the heart of town in the Historic District. Lot size .20 acre +/-. Build your ideal home. A few blocks to Town Creek and Tree Avon River, restaurants, ferry dock, park, town market and more. Buyers to perform own feasibility study and due diligence for intended use. You may contact the town of Oxford Planning and Zoning.

  Cynthia Browne Benson & Mangold, LLC

  105 Tilghman St, Oxford, MD 21654
• 

  

  /41

  $443,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft

  BRISTOL Plan at Gannon Range, Easton, MD 21601

  The Bristol, a 1,748 square foot open concept ranch home, offers two bedrooms and a flex room, two bathrooms, and 9’ ceilings.A welcoming foyer leads you to the spacious guest bedroom with a closet, the guest bathroom, and a linen closet. The inviting flex room is a versatile space with glass French doors and an abundance of natural light.The home's well-designed kitchen features

  D.R. Horton Builder

  8749 Harper Way Unit 36203245, Easton, MD 21601
• 

  

  /56

  $475,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,342 Sq Ft

  7344 Casey Ave, Easton, MD 21601

  Chesapeake By Del Webb. Popular 2 story Wittman model. Great room with gas fireplace, dining room, large eat-in kitchen with breakfast nook and center island, sunroom, office, 1st floor primary suite with walk-in closet and bath with walk-in shower and soaking tub, guest bedroom, hall bath and laundry. 2nd floor is perfect for guests with a loft, bedroom and bath. Features a 2 car rear loading

  Judy Moore Benson & Mangold, LLC

  7344 Casey Ave, Easton, MD 21601

Showing Results 241 - 280, Page 7 of 8